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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

CAY10621

Cayman Chemical Item Number 13371

SKI 5C; SPHK 1 Inhibitor 5C (CAS 120005-55-2)

CAY10621 (CAS 120005-55-2)

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Description

The sphingosine kinases (SPHK) phosphorylate sphingosine, producing the important lipid mediator sphingosine-1-phosphate (S1P). The two known kinases, SPHK 1 and SPHK 2, have different developmental and tissue expression patterns, suggesting that they have distinct physiological functions.1,2 Notably, SPHK 1 is overexpressed in several forms of cancer and inhibition of SPHK 1 inhibits tumor growth.3 CAY10621 is a selective inhibitor of SPHK 1, both in vitro (IC50 = 3.3 μM) and in U937 cells overexpressing human SPHK 1 (70% inhibition at 5 μM).4 It has no inhibitory effect on SPHK 2 either in vitro or in cells. Similarly, CAY10621 does not reduce the activity of protein kinase C (PKC) except at very high concentration (>75 μM).4

1 Spiegel, S., and Milstien, S. Functions of the multifaceted family of sphingosine kinases and some close relatives. J Biol Chem 282(4) 2125-2129 (2007).

2 Takabe, K., Paugh, S.W., Milstien, S., et al. 'Inside-out' signaling of sphingosine-1-phosphate: Therapeutic targets. Pharmacol Rev 60 181-195 (2008).

3 Shida, D., Takabe, K., Kapitonov, D., et al. Targeting SphK1 as a new strategy against cancer. Curr Drug Targets 9(8) 662-673 (2008).

4 Wong, L., Tan, S.L., Lam, Y., et al. Synthesis and evaluation of sphingosine analogues as inhibitors of sphingosine kinases. J Med Chem 52 3618-3626 (2009).

Synonyms
  • SKI 5C
  • SPHK 1 Inhibitor 5C
Formal Name 2,​2-​dimethyl-​4S-​(1-​oxo-​2-​hexadecyn-​1-​yl)-​1,​1-​dimethylethyl ester-​3-​oxazolidinecarboxylic acid
CAS Number 120005-55-2
Molecular Formula C26H45NO4
Formula Weight 435.6
Formulation A solution in methyl acetate
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCCCCCCCCCCCCC(=O)​[C@@H]​1COC(C)​(C)​N1C(=O)​OC(C)​(C)​C

Background Reading

Shida, D., Takabe, K., Kapitonov, D., et al. Targeting SphK1 as a new strategy against cancer. Curr Drug Targets 9(8) 662-673 (2008).

Wong, L., Tan, S.L., Lam, Y., et al. Synthesis and evaluation of sphingosine analogues as inhibitors of sphingosine kinases. J Med Chem 52 3618-3626 (2009).

Spiegel, S., and Milstien, S. Functions of the multifaceted family of sphingosine kinases and some close relatives. J Biol Chem 282(4) 2125-2129 (2007).
Size Price Quantity Subtotal
1 mg $21.00 $0.00
5 mg $95.00 $0.00
10 mg $168.00 $0.00
25 mg $368.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-02-11. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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